Category: 3663-80-7

3663-80-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, cas is 3663-80-7,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

2-iodophenol as raw materials, synthesis of racemic doxazosin, the reaction line as follows:1. Synthesis of Compound c: The same procedure as in Example 1, c.2. Synthesis of compound f (i.e., doxazosin racemate)Compounds c were weighed into eggplant flasks,Plus tetrahydrofuran dissolved,The mixture was stirred for 5-10 minutes at room temperature until compound c was completely dissolved.N, N’-carbonyldiimidazole (1.1 equiv) was weighed and dissolved in tetrahydrofuran,Was slowly added dropwise to the above solution,The mixture was stirred at room temperature for 1 hour,The solution A was obtained.Another take a pickle-shaped bottle,The compound g (2-piperazinyl-4-amino-6,7-dimethoxyquinazoline) (1.0 equiv)Followed by stirring for 10 minutes with tetrahydrofuran. Solution A was slowly added dropwise to solution B at 0 ¡ã C, and the reaction was allowed to proceed to room temperature for 4 hours after completion of dropwise addition. The solid was filtered off. The solid was dissolved in acetone and refluxed for 6 hours. Upon cooling to room temperature, the solid was filtered off and washed with acetone and dried to give a white solid as Compound f (doxazosin racemate). Yield 80percent

The chemical industry reduces the impact on the environment during synthesis,3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Guangzhou Institute Of Biomedicine And Health Chinese Academy Of Sciences; Cai, Qian; Huang, Yusha; (17 pag.)CN105985328; (2016); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,3663-80-7,Molecular formula: C9H8O4,mainly used in chemical industry, its synthesis route is as follows.,3663-80-7

General procedure: The dipeptides after appropriate deprotection and the amino acid methyl esters were coupled with 1,4-benzodioxane-2-carboxylic acid using DCC as acoupling reagent and TEA as a base in different reaction conditions like microwave, sonication, refluxing and conventional methods to give the desired products (2a-2e) (Scheme-2).

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,belong benzodioxans compound

Reference£º
Article; Malipeddi, Himaja; Gowda, Visruth; Das, Moonjit; Indian Journal of Heterocyclic Chemistry; vol. 25; 2; (2015); p. 113 – 118;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,3663-80-7,Molecular formula: C9H8O4,mainly used in chemical industry, its synthesis route is as follows.,3663-80-7

General procedure: To a solution of 8 (0.2 mmol, 1 equiv) in CH2Cl2 (2 mL) were added NEt3 (0.6 mmol, 3 equiv), N,N,N?,N?-tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (HBTU, 0.26 mmol, 1.3 equiv) and the appropriate carboxylic acid (1.25 equiv). The reaction was stirred overnight and then concentrated. The crude material was purified by silica gel column chromatography using a gradient of 0-100percent EtOAc/hexanes.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,belong benzodioxans compound

Reference£º
Article; Amato, George S.; Manke, Amruta; Vasukuttan, Vineetha; Wiethe, Robert W.; Snyder, Rodney W.; Runyon, Scott P.; Maitra, Rangan; Bioorganic and Medicinal Chemistry; vol. 26; 15; (2018); p. 4518 – 4531;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,3663-80-7,Molecular formula: C9H8O4,mainly used in chemical industry, its synthesis route is as follows.,3663-80-7

Method I Ba (1 mmol) and 2,3-dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) together with EDCI (1.5 mmol) and HOBt (0.05 mmol) in CH2Cl2 (20 mL) were refluxed at room temperature for 10 h. While the reaction completed, the solution was washed with water for three times (30 mL each time). The remaining water layer was extracted by EtOAc for three times (30 mL each time). The organic layers (CH2Cl2 and EtOAc) were combined and then evaporated. The separated solid was crystallized from mixture of DMF and ethanol (9:1) to obtain the corresponding compound as translucent solid. 4.5.18 (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)(3-(4-methoxyphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (D3) White crystal, mp: 223-225 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.20-3.24 (d, J = 10.2 Hz, 1H), 3.71-3.80 (m, 1H), 3.87 (s, 3H), 4.42-4.45 (m, 1H), 4.51-4.54 (d, J = 6.9 Hz, 1H), 5.57-5.60 (m, 1H), 5.62-5.63 (m, 1H), 6.82-6.89 (m, 3H), 6.95-6.97 (d, J = 5.1 Hz, 2H), 7.00-7.02 (d, J = 5.4 Hz, 1H), 7.22-7.26 (m, 3H), 7.30-7.33 (m, 2H), 7.69-7.71 (d, J = 5.4 Hz, 2H). MS (ESI): 415.16 (C25H23N2O4, [M+H]+). Anal. Calcd for C25H22N2O4: C, 72.45; H, 5.35; N, 6.76; O, 15.44. Found: C, 72.18; H, 5.34; N, 6.79.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,belong benzodioxans compound

Reference£º
Article; Yang, Yu-Shun; Li, Qing-Shan; Sun, Shuai; Zhang, Yan-Bin; Wang, Xiao-Liang; Zhang, Fei; Tang, Jian-Feng; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 20; (2012); p. 6048 – 6058;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,3663-80-7,Molecular formula: C9H8O4,mainly used in chemical industry, its synthesis route is as follows.,3663-80-7

2-iodophenol as raw materials, synthesis of racemic doxazosin, the reaction line as follows:1. Synthesis of Compound c: The same procedure as in Example 1, c.2. Synthesis of compound f (i.e., doxazosin racemate)Compounds c were weighed into eggplant flasks,Plus tetrahydrofuran dissolved,The mixture was stirred for 5-10 minutes at room temperature until compound c was completely dissolved.N, N’-carbonyldiimidazole (1.1 equiv) was weighed and dissolved in tetrahydrofuran,Was slowly added dropwise to the above solution,The mixture was stirred at room temperature for 1 hour,The solution A was obtained.Another take a pickle-shaped bottle,The compound g (2-piperazinyl-4-amino-6,7-dimethoxyquinazoline) (1.0 equiv)Followed by stirring for 10 minutes with tetrahydrofuran. Solution A was slowly added dropwise to solution B at 0 ¡ã C, and the reaction was allowed to proceed to room temperature for 4 hours after completion of dropwise addition. The solid was filtered off. The solid was dissolved in acetone and refluxed for 6 hours. Upon cooling to room temperature, the solid was filtered off and washed with acetone and dried to give a white solid as Compound f (doxazosin racemate). Yield 80percent

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,belong benzodioxans compound

Reference£º
Patent; Guangzhou Institute Of Biomedicine And Health Chinese Academy Of Sciences; Cai, Qian; Huang, Yusha; (17 pag.)CN105985328; (2016); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, cas is 3663-80-7, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.

3663-80-7, The compound c ‘, HATU (2.0 equiv) was weighed into a reaction tube, evacuated, protected with argon, and dissolved in methylene chloride. DIPEA (3.0 equiv) was added dropwise at -15 ¡ã C and N-Boc-piperazine 1.5 equiv) was dissolved in methylene chloride, slowly added dropwise at -15 ¡ã C, and stirred overnight (12 h). (PE: EA = 2: 1) (successively eluted with PE: EA = 3: 1) to give a white solid, which is the compound d ‘ , Yield 97percent, optical purity 94percent ee (Chiralpak AD-H, 20percent isopropanol / hexane, 1.0 ml / min, tR (minor) = 6.2 min, tR (major) = 7.6 min).

With the rapid development of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid

Reference£º
Patent; Guangzhou Institute Of Biomedicine And Health Chinese Academy Of Sciences; Cai, Qian; Huang, Yusha; (17 pag.)CN105985328; (2016); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 3663-80-7, its synthesis route is as follows.,3663-80-7

Method I Ba (1 mmol) and 2,3-dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) together with EDCI (1.5 mmol) and HOBt (0.05 mmol) in CH2Cl2 (20 mL) were refluxed at room temperature for 10 h. While the reaction completed, the solution was washed with water for three times (30 mL each time). The remaining water layer was extracted by EtOAc for three times (30 mL each time). The organic layers (CH2Cl2 and EtOAc) were combined and then evaporated. The separated solid was crystallized from mixture of DMF and ethanol (9:1) to obtain the corresponding compound as translucent solid. 4.5.25 (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)(5-(3-fluorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (D10) White crystal, mp: 118-119 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.13-3.20 (d, J = 17.7 Hz, 1H), 3.62-3.71 (m, 1H), 4.30-4.33 (m, 1H), 4.55-4.58 (m, 1H), 5.66-5.71 (m, 2H), 6.77 (s, 1H), 6.89-7.02 (m, 4H), 7.08-7,13 (m, 2H), 7.31-7.35 (m, 1H), 7.46-7.54 (m, 3H), 7.61-7.64 (d, J = 7.8 Hz, 2H). MS (ESI): 403.14 (C24H20FN2O3, [M+H]+). Anal. Calcd for C24H19FN2O3: C, 71.63; H, 4.76; F, 4.72; N, 6.96; O, 11.93. Found: C, 71.25; H, 4.75; N, 6.99.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid

Reference£º
Article; Yang, Yu-Shun; Li, Qing-Shan; Sun, Shuai; Zhang, Yan-Bin; Wang, Xiao-Liang; Zhang, Fei; Tang, Jian-Feng; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 20; (2012); p. 6048 – 6058;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to benzodioxans compound, name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, and cas is 3663-80-7, its synthesis route is as follows.,3663-80-7

2,3-Dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) and 98percent H2SO4 (1 ml) in ethanol (20 mL) were refluxed at 80 ¡ãC for 5 h. While the reaction completed, 80percent hydrazine hydrate (2 mmol) was added and then the solution was refluxed at 80 ¡ãC for another 5 h. While the reaction completed, the ethanol was evaporated. The separated solid was filtered, washed with cold ethanol and dried to obtain white solid Bb.

With the complex challenges of chemical substances, we look forward to future research findings about 3663-80-7,belong benzodioxans compound

Reference£º
Article; Yang, Yu-Shun; Li, Qing-Shan; Sun, Shuai; Zhang, Yan-Bin; Wang, Xiao-Liang; Zhang, Fei; Tang, Jian-Feng; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 20; (2012); p. 6048 – 6058;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 3663-80-7, its synthesis route is as follows.,3663-80-7

Method I Ba (1 mmol) and 2,3-dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) together with EDCI (1.5 mmol) and HOBt (0.05 mmol) in CH2Cl2 (20 mL) were refluxed at room temperature for 10 h. While the reaction completed, the solution was washed with water for three times (30 mL each time). The remaining water layer was extracted by EtOAc for three times (30 mL each time). The organic layers (CH2Cl2 and EtOAc) were combined and then evaporated. The separated solid was crystallized from mixture of DMF and ethanol (9:1) to obtain the corresponding compound as translucent solid. 4.5.27 (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)(5-(3-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (D12) White crystal, mp: 174-176 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.12-3.17 (m, 1H), 3.68-3.79 (m, 1H), 3.84 (s, 3H), 4.31-4.35 (m, 1H), 4.54-4.58 (m, 1H), 5.75-5.81 (m, 2H), 6.88-6.96 (m, 4H), 7.01 (s, 1H), 7.07-7.11 (m, 4H), 7.46-7.50 (m, 1H), 7.75-7.78 (d, J = 7.5 Hz, 2H). MS (ESI): 433.15 (C25H22FN2O4, [M+H]+). Anal. Calcd for C25H21FN2O4: C, 69.44; H, 4.89; F, 4.39; N, 6.48; O, 14.80. Found: C, 69.05; H, 4.88; N, 6.50.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid

Reference£º
Article; Yang, Yu-Shun; Li, Qing-Shan; Sun, Shuai; Zhang, Yan-Bin; Wang, Xiao-Liang; Zhang, Fei; Tang, Jian-Feng; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 20; (2012); p. 6048 – 6058;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 3663-80-7, its synthesis route is as follows.,3663-80-7

To a solution of Example 23B (40mg, 0.140 mmol) in N,N-dimethylformamide (0.8 mL) were added 2,3-dihydrobenzo[Z?][l ,4]dioxine-2-carboxylic acid (27.8 mg, 0.155 mmol), 1- [bis(dimethylamino)methylene]- lH-l,2,3-triazolo[4,5- ?]pyridinium 3-oxid hexafluorophosphate (HATU, 58.8 mg, 0.155 mmol), and NN-diisopropylethylamine (0.074 mL, 0.421 mmol) at room temperature. The reaction mixture was stirred for 1 hour at room temperature. The mixture was purified by preparative HPLC [Waters XB ridge? C18 5 muiotaeta OBD? column, 30 x 100 mm, flow rate 40 mL/minute, 5-100percent gradient of acetonitrile in buffer (0.1 percent trifluoroacetic acid in water)] to give the title compound.(45mg, 0.101 mmol, 71.7 percent yield). H NMR (501 MHz, DMSO-ifc) delta ppm 8.78 (s, 1H), 8.70 (s, 1H), 7.47 (t, J = 8.9 Hz, 1H), 7.05 (dd, J = 11.3, 2.9 Hz, 1H), 6.97 – 6.92 (m, 1H), 6.87 – 6.80 (m, 4H), 4.67 (dd, J = 6.5, 2.7 Hz, 1H), 4.45 (s, 2H), 4.31 (dd, J = 11.6, 2.7 Hz, 1H), 4.12 (dd, J = 11.6, 6.5 Hz, 1H), 2.24 (s, 6H); MS (ESI+) m/z 464 (M+NH4)+.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid

Reference£º
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; CHUNG, Seungwon; ZHANG, Qingwei, I.; SHI, Lei; MURAUSKI, Kathleen; DART, Michael, J.; RANDOLPH, John, T.; (238 pag.)WO2019/90085; (2019); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem